Concepedia

Transposition of an acrylate moiety in TMSOTf-mediated reaction of alkynyl vinylogous carbonates gives heterocyclic dienes

Santosh J. Gharpure, Dipak J. Fartade, Krishna S. Gupta, Raj K. Patel

Chemical Communications · 2022 · 11 citations · 34 references

DOI

Concepts

Abstract

TMSOTf-mediated reaction of alkynyl vinylogous carbonates gave 1,4-oxazepine and dihydropyran dienes via transposition of an acrylate moiety involving intramolecular cascade Prins-type cyclization/retro-oxa-Michael reaction/cycloisomerisation.

References

34

Gold‐ and Indium‐Catalyzed Synthesis of 3‐ and 6‐Sulfonylindoles from <i>ortho‐</i>Alkynyl‐<i>N</i>‐sulfonylanilines

Itaru Nakamura, Uichiro Yamagishi, Dschun Song et al. · Angewandte Chemie International Edition · 2007 · 244 citations

, , +10

Synthesis of 2,3-Disubstituted Benzofurans by Platinum−Olefin-Catalyzed Carboalkoxylation of <i>o</i>-Alkynylphenyl Acetals

Itaru Nakamura, Yuya Mizushima, Yoshinori Yamamoto · Journal of the American Chemical Society · 2005 · 242 citations

, , +11

Unexpected Tandem Ylide Annulation Reaction for Controllable Synthesis of 2<i>H</i>-Chromenes and 4<i>H</i>-Chromenes

Long‐Wu Ye, Xiu‐Li Sun, Chunyin Zhu et al. · Organic Letters · 2006 · 105 citations

, , +12

Palladium-Catalyzed Difunctionalization of Alkynes via C–N and S–N Cleavages: A Versatile Approach to Highly Functional Indoles

Fei Zhao, Dengyou Zhang, Yong Nian et al. · Organic Letters · 2014 · 86 citations · Full text

, , +16

Gold‐Catalyzed Cascade Cyclization of 2‐Alkynyl‐<i>N</i>‐Propargylanilines by Rearrangement of a Propargyl Group

Yusuke Tokimizu, Shinya Oishi, Nobutaka Fujii et al. · Angewandte Chemie International Edition · 2015 · 78 citations

, , +14